Tanaporn Poonphatanapricha. Development of the preservation and enantiomeric selection of linalool by nanoencapsulation using cyclodextrins. Master's Degree(Engineering and Technology). Thammasat University. Thammasat University Library. : Thammasat University, 2020.
Development of the preservation and enantiomeric selection of linalool by nanoencapsulation using cyclodextrins
Abstract:
Linalool, a volatile terpene from plants, is responsible for the characteristic aroma in many applications including aromatherapy, food, pharmaceuticals, and cosmetics. Since linalool has two enantiomers, which provide different flavors and odors, the different ratio of linalool enantiomers plays an important role in fragrance and beverage industries. However, linalools low aqueous solubility and high volatility limit the shelf life and the application of linalool-containing products. In addition, there is no conventional method for separating enantiomers together with preserving linalool. Nanoencapsulation by using beta-cyclodextrin (βCD) and its derivatives, methyl-beta-cyclodextrin (MβCD) and hydroxypropyl-beta-cyclodextrin (HPβCD), was studied to improve aqueous solubility and stability of linalool. This process was also aiming to separate the two enantiomers of linalool. The phase solubility studies show the enhancement of linalool aqueous solubility after encapsulated by MβCD and HPβCD. The 1:1 host:guest ratio which is linalool to CDs ratio from the computer simulation method was used to prepare the linalool/CDs inclusion complex. Due to the use of ethanol as a co-solvent for inclusion complex preparation, this study investigated the effect of ethanol on the encapsulation efficiency as well as the enantiomeric selection. The encapsulation efficiencies of linalool/βCD, linalool/MβCD, and linalool/HPβCD inclusion complex are 66.3%, 51.4%, and 32.3%, respectively. The inclusion complexes formation was confirmed by FTIR, XRD, TGA, and DSC. The preservation of linalool by encapsulation process increases the remaining linalool from 42.3% to 89.6%, 87.1%, and 74.9% for linalool/βCD, linalool/MβCD, and linalool/HPβCD inclusion complexes, respectively after 4 weeks under the storage temperature of 25 ℃. Lastly, βCD, MβCD, and HPβCD show the enantiomeric selection ability to encapsulate R-linalool than S-linalool which will play an important role in food and beverage products in further study. Thus, from this study, nanoencapsulation of linalool by CDs can enhance the aqueous the solubility, improve the stability, and provide the enantiomeric selection ability of linalool for product development in the future
Thammasat University. Thammasat University Library